Top Boston Walking Tours

Discover the thrilling history of Boston on this immersive walking tour of the Freedom Trail. Hear tales of Redcoats, smugglers, riots, and midnight riders while reliving the American Revolution as you explore all 16 official sites of the trail. Learn about Boston’s leadership in abolition, women’s rights, education, and immigration over its 400-year history. Explore downtown Boston, hearing stories of legendary figures such as Paul Revere, John Hancock, and lesser-known pioneers and patriots.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

While Boston is home to lots of different food tours, not many let you eat like a local on a trip around an Italian neighborhood filled with mom-and-pop shops. On this half-day guided culinary tour, enjoy rich coffee, cheesy pizza, loaded Italian subs, and much more as you explore Boston’s North End.

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Travel back in time to colonial New England on a historic walking tour. Your costumed and in-character guide gives you an immersive understanding of life during America’s infancy. Hear exclusive stories about the country’s Founding Fathers and discover iconic historical sites on this tour that covers approximately 1.2 miles (two kilometers).

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

Cover the highlights of the Freedom Trail on this walking tour of Downtown Boston. A shorter route leading between Boston Common and Faneuil Hall Marketplace is ideal for travelers who don’t have the time or inclination to cover the full extended route. A costumed guide adds a theatrical touch to the experience.

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

It can be tough for visitors to know the best venues to experience Boston’s rich Italian culinary culture. On this guided food tour, head to the North End of Boston and learn about the region’s Italian immigrant history, which is kept alive today through the eateries serving pizza, pasta, arancini, meats, cheeses, cannoli, espresso, and more. Visit both historic institutions and under-the-radar spots to meet the people and traditions behind the food.

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

Explore the Freedom Trail on a Boston history and photography walking tour. Travel back in time and immerse yourself in American history. Visit the actual sites where patriots protested against British rule. Fascinating historical commentary reveals the truth behind the events that ignited the American Revolution.

There’s more to Boston’s neighborhood of Little Italy than good cannoli (though you will make two stops for good cannoli). Get to know the city’s North End in a tour that blends local history with a food crawl. From handmade pasta to fresh coffee, sample several local specialties in the time it would take you to have a single meal. Come hungry and ready to walk around.

Discover the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers, you'll explore haunted burial grounds and legendary sites after sunset. Unravel the mysteries behind the murder of George Parkman, visit the haunted Omni Parker House, and learn about the eerie figurehead of the Maritana. With exclusive extended access to historic locations, this tour is designed for thrill-seekers and history buffs alike. Limited spots are available, ensuring a personal and intimate experience. 90-minute walking tour exploring Boston's haunted history Guided by expert storytellers sharing chilling tales Exclusive access to haunted burial grounds and historic sites Perfect for thrill-seekers and history enthusiasts

Explore Boston’s vibrant and culturally rich Chinatown—and taste a number of popular neighborhood dishes—on this immersive walking tour. With a maximum group size of just 12 people, you’re ensured a personal way of exploring. Meet your guide prior to lunchtime, and set off on foot. Over the next few hours, you’ll learn all about Boston Chinatown’s history and culture, will visit several local eateries, and will sample dishes that reflect traditional Chinese cuisine as well as modern fusion bites.

Avoid tourist traps and eat like a local while you sample Boston’s most famous dishes on this small-group food tour along the Freedom Trail. Savor classics such as creamy New England clam chowder, a classic lobster roll, and Boston cream pie while learning the history behind these classics. Visit local eateries and landmarks and discover how the city's food culture and rich history go hand in hand. Perfect for foodies who want a sampling of Boston's most iconic foods.

Discover haunted houses and spooky cemeteries during this guided walking tour in Boston. Explore several landmarks tied to the Revolutionary War during this informative and entertaining city stroll. Hear stories about American Patriots and learn about a formative period in Boston’s history during this ghost-themed tour that includes Boston Common, the Old State House, and King’s Chapel Burial Ground.

Many tours allow you to discover the Boston Freedom Trail, but few allow you to do so while accompanied by a guide in revolutionary dress. On this walking tour, learn about the foundation of the US, visiting historic locations such as the Massachusetts State House, Boston Common, the Boston Massacre Site, and much more.

Explore Boston’s North End through its food on a guided walking tour that blends local history with tastings at long-established eateries. This experience offers insight into the neighborhood’s Italian-American roots while helping you navigate its most respected food spots without guesswork. With curated stops and storytelling throughout, it’s an efficient way to understand the area’s culture, avoid tourist traps, and sample classic flavors in a short time.

Discover the best of Boston’s hops and history on a small-group pub crawl along the Freedom Trail. Offered at three separate times, you can easily start at a time that fits with your schedule. Purchase drinks as you please as you visit some of the city’s top pubs with your guide while passing iconic historical sites and learning about Boston's colonial and revolutionary past.

Discover the South End in a fun and memorable way with this Sweet and Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like French-Cambodian appetizers to a charming cheese market and locally famous sweets. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.